Ammonia → HCID 58900125, compound

HRID 2242868Notes

Reaction equation

HRID 2242868 reaction equation
Cl.[Cl:2][C:3]1[N:4]([C:12]2[CH:30]=[CH:29][C:15]([O:16][CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][CH:23]([C:26]([OH:28])=O)[CH2:22][CH2:21]3)=[CH:14][CH:13]=2)[N:5]=[C:6]2[C:11]=1[CH:10]=[CH:9][CH:8]=[CH:7]2.[NH3:31]>>[Cl:2][C:3]1[N:4]([C:12]2[CH:30]=[CH:29][C:15]([O:16][CH2:17][CH2:18][CH2:19][N:20]3[CH2:21][CH2:22][CH:23]([C:26]([NH2:31])=[O:28])[CH2:24][CH2:25]3)=[CH:14][CH:13]=2)[N:5]=[C:6]2[C:11]=1[CH:10]=[CH:9][CH:8]=[CH:7]2

Participants

3

Reactant 2

HCID 222AmmoniaHCID 68704169HCID 68704169, compound

Product 1

HCID 58900125HCID 58900125, compoundYield 70%

Procedure

1-{3-[4-(3-Chloro-indazol-2-yl)-phenoxy]-propyl}-piperidine-4-carboxylic acid hydrochloride (0.1 g, 0.25 mmol) and ammonia (28% in H2O, 3.0 g, 49 mmol) using the procedure of step 3 of the Example 11 to provide the title compound (0.07 g, 70%). 1H NMR (400 MHz, CDCl3) δ 7.71(d, J=8.8 Hz, 1H), 7.59-7.56 (m, 3H), 7.37-7.33 (m, 1H), 7.17-7.14 (m, 2H), 7.04 (d, J=8.8 Hz, 2H), 5.46 (br, 1H), 5.33 (br, 1H), 4.10 (t, J=6 Hz, 2H), 3.01 (br d, J=12 Hz, 1H), 2.54 (t, J=6 Hz, 2H), 2.10-1.73 (m, 9H), LC/MS (APCI) m/z: 97%.

Sources & evidence

ORD record
ord-cdbc18b8b15342b686b22adba3caaae5
Source dataset
uspto-grants-2010_03
Patent number
US07674802B2

Reaction notes

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